The 2006 Porsche Cayman is the first year of the first-generation model, also known as the 987 series. This compact two-seat luxury sports coupe features a mid-engine layout, translating to superb balance and handling. Its 2.7-liter flat-six engine delivers 245 horsepower and is mated to either a five-speed automatic or a standard six-speed manual transmission, sending power to the rear wheels. For those seeking more grunt, a 3.4-liter S version is available, pumping out 295 horsepower. The interior receives high marks for upscale materials and design, while the infotainment system, featuring a CD player and radio, is straightforward if somewhat dated. Unfortunately, modern tech features like Apple CarPlay and Android Auto are not available. Notable features include Porsche Stability Management and potent four-piston brake calipers.